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Leadership Matters- A Podcast by The Bailey Group

by Leadership Matters- A Podcast by The Bailey Group

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Latest episodes

Recovery, Community, and Better Leadership : Dr. Joseph Lee

October 23, 2026 · 52 min

Dr. Joseph Lee, president and CEO of Hazelden Betty Ford Foundation, joins host Kaylee Thomsen to explore what addiction recovery can teach us about leadership. He shares why language matters, how listening strengthens relationships, and…
Leading With Courage, Grace, and Community | Rosie Drumgoole

October 14, 2026 · 31 min

In this episode of Leadership Matters, Rosie Drumgoole, CEO of Chicago Cares, joins host Kaylee Thomsen to share the people and experiences that shaped her servant leadership. Rosie reflects on growing up alongside her social worker mom…
The Mentors Who Shape Who We Become | Ben Lampron

October 7, 2026 · 36 min

In this episode of Leadership Matters, Ben Lampron, CEO of Gassen Company, Inc. and author of Jump Start Your Future, joins host Kaylee Thomsen to share the lessons, mentors, and turning points that shaped his leadership journey. Ben…
The Power of Reinvention | Michelle Fields

September 30, 2026 · 30 min

In this episode of Leadership Matters, Michelle Fields, CEO and co-founder of AI Mentors, joins host Kaylee Thomsen to explore what it means to keep evolving throughout your career. Michelle shares how growing up on a farm in rural…
The Courage to Ask, Not Tell | Julius Ordonez

September 23, 2026 · 18 min

In this episode of Leadership Matters, Julius Ordonez, founder and president of Benchmark Consulting, joins host Kaylee Thomsen to explore what actually creates lasting change in people. Julius shares how a difficult childhood in the…

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Trust Your Instincts Before the Data Does | Anne Mezzenga

September 16, 2026 · 34 min

In this episode of Leadership Matters, Anne Mezzenga, Founder and CEO of Retail Field Report, joins host Kaylee Thomsen to explore what separates thriving retailers from struggling ones. Anne shares what surprised her most after working…
The Power of Mattership | Bill Crouch

September 9, 2026 · 35 min

In this episode of Leadership Matters, Bill Crouch, founder and CEO of BrightDot, joins host Kaylee Thomsen to explore the power of "mattership," the intentional practice of helping people know they matter. Bill shares childhood stories…
Draw or Die | Heather Boschke

September 2, 2026 · 36 min

In this episode of Leadership Matters, Heather Boschke, marketer, entrepreneur, and children's author, joins host Kaylee Thomsen to explore what happens when you redefine success on your own terms. Heather shares the corporate burnout that…
You Are Not Your Achievements | Marisa Mann

August 26, 2026 · 32 min

In this episode of Leadership Matters, Marisa Mann, founder and CEO of Uplift All, joins host Kaylee Thomsen to explore what it really means to lead without losing yourself. Marisa shares how her parents' hard-won journey to build a better…
From Apprentice to CEO | Julian Scadden

August 19, 2026 · 44 min

In this episode of Leadership Matters, Julian Scadden, president and CEO of Nexstar Network, joins host Kaylee Thomsen to explore what it takes to lead with confidence while staying grounded. Julian shares how starting as a plumber's…
One Life to Live | Ambra Caruthers

August 12, 2026 · 45 min

In this episode of Leadership Matters, Ambra Caruthers, founder and CEO of Accelerated Consulting and VP of Customer Supply Chain and Logistics at Haleon, joins host Kaylee Thomsen to explore how mentorship and adversity shape lasting…
Success Isn't a Straight Line | Missy Chicre

August 5, 2026 · 32 min

In this episode of Leadership Matters, Missy Chicre, CEO of Menttium, joins host Kaylee Thomsen to explore how staying open to possibility can reshape your definition of success. Missy shares how becoming a mother forced her to question…

Full episode archive on Apple Podcasts →

About the show

Leadership Matters is a podcast from The Bailey Group exploring what it takes to lead with purpose, resilience, and authenticity. Each episode features candid conversations with advisors, executives, and thought leaders who share stories, insights, and practical strategies to inspire and empower teams. Whether you’re a seasoned executive or an emerging leader, you’ll gain fresh perspectives on navigating challenges, building inclusive cultures, and driving meaningful change, because leadership matters now more than ever.